Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Teagan Presley. She takes a big cock in the butt and we…
Connie Perignon was driving with the bus crew in that world famous white van. Today things were reversed. There was a porn star on board that would make random Miami…
Keiran Lee’s new busty blonde neighbor Robbin Banx does love baking pies, so seeing one of them fall to the floor obviously sends him on a journey inside her house….
After pulling a leg muscle, this guy went to see Dr. Madison and she showed him a couple of exercises that would do him good. Over their second appointment they…
Marilyn Mansion prides herself on being a perfect student and with college admissions just around the corner, she’ll do whatever it takes to get an A+! Professor Charles Dera is…
When the sultry LaSirena wears her favorite g-string, its collateral whale tail is both a blessing and a curse. Sure, it looks damn good on her perfect butt, but the…
Ophelia (Kendra Spade) checks in to a renowned wellness center run by Dr. Charlotte Bloom (Chanel Preston) in order to deal with her nymphomania. When Ophelia consents to Dr. Bloom…
Bumbling pool boy Jordi is having a hard time focusing on his tasks with Lisa Ann’s boyfriend’s daughter teasing him by the water. Following her sensual yoga routine, Lisa watches…
Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
Kelsi Monroe is a hot yoga instructor that is extra flexible and limber for all the positions. She gets herself nice and stretched out in her see through leggings that…
Customer service is what sets Stella Cox’s tailor service apart, her hands-on approach to pleasing any customer who comes in looking for a suit made-to-measure. When Kai Taylor walked into…
If Nicole Kitt thinks she can bring her boyfriend home and have PDA all over her new stepmom Misty Stone’s house, she’s got another think coming! After getting a talking…
Smoking hot therapist Lexi Luna is hired by college dude Zac Wild’s parents to help him get over a nasty breakup. When Zac reveals the breakup was caused by his…
In an effort to rekindle their sex life, Lisa(Emily Willis) and Kevin(Ryan Driller) attend a hedonistic private party at a luxurious mansion. Lisa is excited to try something new, but…
Gina can’t believe how cheap Keiran is. After spending her entire night babysitting, he can only cough up 10 bucks! Gina tells him straight up it isn’t good enough, and…
Where God Doesn’t Look Belle (Penelope Kay) approaches a priest (Tommy Pistol) and confesses that she’s been feeling tempted by sexual desires, even though she knows she should save herself…
Karen is hosting a New Year’s Eve party for her friends at her apartment. She gets a big surprise when her old roommate Gina and her boyfriend Jerry show up…
A couple finds a vintage black & white film in the attic of the home that they just moved into. When they press play, they’re propelled back in time to…
Erica Lauren needs to get her divorcee daughter out of the house, so she sets her up on date. But when Michael Vegas arrives, he mistakes Erica for her daughter….
It is Brittany’s birthday. Instead of celebrating with her family, she tries to bolt from the house in an inappropriately sexy outfit but her stepdad catches her before she can…
Nothing fires up Janic Griffith’s desire like the thrill of the unknown, and the mystery of a casual hook-up. At the end of their Halloween party, only two people were…
All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…
